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A new selective fluorescent probe based on tamoxifen

journal contribution
posted on 2023-05-20, 08:01 authored by Ho, LA, Thomas, E, McLaughlin, RA, Flematti, GR, Rebecca FullerRebecca Fuller
Developing targeted validation probes that can interrogate biology is of interest for both chemists andbiologists. The synthesis of suitable compounds provides a means for avoiding the costly labeling of cellswith specific antibodies and the bias associated with the interpretation of biological validation experi-ments. The chemotherapeutic agent, tamoxifen has been routinely used in the treatment of breast cancerfor decades. Once metabolized, the active form of tamoxifen (4-hydroxytamoxifen) competes with thebinding of estrogens to the estrogen receptors (ER). Its selectivity in ER modulation makes it an ideal can-didate for the development of materials to be used as chemical probes. Here we report the synthesis of afluorescent BODIPYÒFL conjugate of tamoxifen linked through an ethylene glycol moiety, and presentproof-of-principle results in ER positive and ER negative cell lines. Optical microscopy indicates thatthe fluorescent probe binds selectively to tamoxifen sensitive breast cancer cell lines. The compoundshowed no affinity for the tamoxifen resistant breast cancer lines. The specificity of the new compoundmake it a valuable addition to the chemical probe tool kit for estrogen receptors.

History

Publication title

Bioorganic and Medicinal Chemistry Letters

Volume

26

Issue

20

Pagination

4879-4883

ISSN

0960-894X

Department/School

School of Natural Sciences

Publisher

Pergamon-Elsevier Science Ltd

Place of publication

The Boulevard, Langford Lane, Kidlington, Oxford, England, Ox5 1Gb

Rights statement

Copyright 2016 Elsevier Ltd. All rights reserved.

Repository Status

  • Restricted

Socio-economic Objectives

Expanding knowledge in the chemical sciences

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